Process of making green trisazo dyes.



' UNITED STATES PATENT OFFICE. g

CHRISTOPHER RIS AND CHARLES snvio'n, OFWBASIQE, SWITZERLAND;

ASSIGNORS ro JOHN R. GEIGY & 00.; or SAME PLACE.

P aocsss OF MAKINo G F lEEN TmsaZo sans.

srso'rrrcn'rron forninig m of use. Piitfii fide 5,913, aa a Juli? 31,1956.

l iiaidh filed April 24, 1900.

' eration, residing at Basle, Switzerland, have invented certain new anduseful Improvements in Processes of Making "Green TrisazoColoring-Matters, of which the following is a specification.

This invention relates to the production of new green trisazo colors bymeans of orthochloraniline. Orthochloraniline is first diazoti'zed andcombined with alpha alpha, amidonaphtol beta, beta disulphoacid,and thethusformed monoazo compound then combined with one molecule of a tetrazocompound, such as tetrazodiphen-yl, tetrazoditolyl,tetrazodiphenolether,and one molecule of a phenol, such as phenol,orthocresol, salicylic acid, orthocresotinicacid.

The new green coloring-matters have the' following formula:

wherein Ph signifies phenol and its abovementioned derivatives.

Example I 12.8 kilograms of orthochloraniline are dissolved in fivehundred liters of water with thirty kilograms of hydrochloric acid 21Baum. Then ice is added to maintain the temperature at 0 centigrade, andthe solution is diazotized with seven kilograms of nitrite of sodium.The diazo compound is then introduced into a neutral solution ofthirty-two kilograms of alpha alpha, amidonaphtol beta beta disulphoacidin about five hundred liters of water. After stirring for some hours themonoazo compound is combined with a solution of tetrazocliphenylobtained from 18.4 kilograms of benzidine in the well-known manner, towhich are first added fiftykilograms of carbonate of sodium. Theintermediate compound is immediately formed as a black precipitate. Thena solution of 9.4 kilograms of phenol with five kilo- Serial 14,686.(Specimens) gramsof caustic soda in one hundred liters of water isadded, and after stirring for one hour theconibination is heated to 90centi grade. Then t-he coloring-matter is precipi tated by common salt,filtered, pressed, and dried. p

Example II: 18.4 kilograms of benzidine are tetrazotized in thewell-known manner. Then are added fifty kilograms of carbonate of sodiumand 14.5 kilograms of salicylic acid, dissolved with six kilograms ofcarbonate of sodium in one hundred liters of water. After stirring forsome hours the formation of the intermediary compound is finished. Thena solution of forty-five kilograms of the 21.20 compound from diazotizedorthochloraniline and alpha alphaamidonaphtol beta beta disulphoacid(obtained as described in Example I) is added and then further proceededaccording to Example I.

The new coloring-matters form dark pow- I ders with greenish-bronzyluster, easily soluble inwater with a dark-green color and soluble inconcentrated sulphuric acid with violetblack to blue-black color,difficultly soluble in alcohol, insoluble in ether and benzene. Bycomplete reduction, such as with zinc-dust and hydrochloric acid, acolorless solution is obtained from which orthochloraniline may beregenerated by distilling the solution, which is previously alcalizedwith soda.

The color dyes unmordanted cotton and mixed goods in green shades.

Having thus described our invention, what we claim as new, and desire tosecure byLetters Patent, is

1. The herein-described process of producing green coloring-matters,which consists in combining one molecule of the monoazo color, obtainedfrom diazotized orthochloraniline and alpha alpha, amidonaphtol betabeta disulphoacid, with one molecule of a tetrazo compound and onemolecule of a phenol compound, substantially as set forth.

2. The new green coloring-matter thus obtained,which forms a dark powderwith greenish-bronzy luster, easily soluble in water. with green color,soluble in concentrated'sulph uric acid with dark-violet to blue-blackcolor, diffour invention we have signed our names in ficultly soluble inalcohol, insoluble in ether presence of two subscribing witnesses.

and benzene formin by complete reduction i a colorless solution fr bmwhich orthochlorani- CHRISTOPHER line may be regenerated, and dyeingnnmor-v CHARLES SIMON danted cotton green shades, substantially asWitnesses: set forth. GEORGE GIFFORD,

In testimony that we claim the foregoing es 'ALBERT GRAETER.

